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Steroid


DATA No : SST0080 INFORMANT : Hideaki Nishino

NAME : Cholest-5-ene-3b,24-diol

COMMON NAME: 24-Hydroxycholesterol
SYMBOL:
FORMULA: C27H46O2 MOL.WT (average) : 402.653


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:24b-epimer, 175-176degC (Ref. 0422); 24a-epimer, 182-183degC (Ref. 0424)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:24b-epimer, [a]20/D=-48.2deg (c=1.06 in chloroform). (Ref. 0423>, 24a-epimer, [a]20/D=-26.8deg (c=0.672 in chloroform). (Ref. 0424)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
Isolation of b-isomer from horse brain. (Ref. 0422) Isolation b-isomer from bovine spinal cord. (Ref. 0423)
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE
Presence of two stereoisomer. Cholest-5-ene-3b,24b-diol. Cholest-5-ene-3b,24a-diol (Ref. 0424) Also called 24b-epimer as cerebrostenediol or cerebrosterol. (Ref. 0422)
REFERENCES
[0422]
AUTHOR:Fieser,L.F.,Huang,W.-Y.,and Bhattacharyya,B.K.
TITLE:Cholesterol and companions. X. The diol fraction.
JOURNAL:J. Org. Chem.
VOL:22 PAGE : 1380 -1384 (1957)
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[0423]
AUTHOR:Ercoli,A.,and de Ruggieri,P.
TITLE:The constitution of cerebrosterol, a hydroxycholesterol isolated from horse brain.
JOURNAL:J. Am. Chem. Soc.
VOL:75 PAGE : 3284 -3284 (1953)
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[0424]
AUTHOR:Klyne,W.,and Stokes,W.M.
TITLE:The molecular rotations of polycyclic compounds. Part III. Polycyclic alcohols and their derivatives.
JOURNAL:J. Chem. Soc.
VOL:1954 PAGE : 1979 -1988 (1954)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.